"Fliposomes: pH-controlled release from liposomes containing new trans-2-morpholinocyclohexanol-based amphiphiles that perform a conformational flip and trigger an instant cargo release upon acidification" by Yu Zheng

Article

Fliposomes: pH-controlled release from liposomes containing new trans-2-morpholinocyclohexanol-based amphiphiles that perform a conformational flip and trigger an instant cargo release upon acidification

Natural Product Communications

Yu Zheng, University of the Pacific
Xin Liu, University of the Pacific
Nataliya M. Samoshina, University of the Pacific
Vyacheslav A. Chertkov
Andreas H. Franz, University of the Pacific
Xin Guo, University of the Pacific
Vyacheslav V. Samoshin, University of the Pacific

Document Type

Article

Department

Chemistry

Publication Date

1-1-2012

Disciplines

Chemistry

Abstract

A new type of pH-sensitive liposome (fliposomes) was designed based on the amphiphiles that are able to perform a pH-triggered conformational flip (flipids). This flip disrupts the liposome membrane and causes rapid release of the liposome cargo, specifically in the areas of increased acidity. The flipids (1-3) are equipped with a trans-2-morpholinocyclohexanol conformational switch. pH-Sensitive flipsomoes containing one of these flipids, POPC, and PEG-ceramide (molar ratio 50/45/4) were constructed and characterized. These compositions were stable at 4°C and pH 7.4 for several months. Fliposomes loaded with ANTS/DPX demonstrated an unusually quick content release (in a few seconds) at pH below 5.5 which was more efficient in the case of flipid 1 with the shorter linear c12-tails. The pH-titration curve for the flipsomoe leakage paralleled the curve for the acid-induced conformational flip of 1-3 studied by 1

Citation Information

Yu Zheng, Xin Liu, Nataliya M. Samoshina, Vyacheslav A. Chertkov, et al.. "Fliposomes: pH-controlled release from liposomes containing new trans-2-morpholinocyclohexanol-based amphiphiles that perform a conformational flip and trigger an instant cargo release upon acidification" Natural Product Communications Vol. 7 Iss. 3 (2012) p. 353 - 358 ISSN: 1934-578X
Available at: http://works.bepress.com/andreas-franz/128/